The act of a female performing deep fellatio on a male while wearing heavy mascara and/or eyeliner. The depth of the act may initiate the gag reflex causing her eyes to water, resulting in her mascara to run down each cheek; thus, resembling a sad clown when she looks up at you.

The act of having sexual relations with a woman and, as soon as the male takes his pants off, the female sees how small his penis is and starts laughing uncontrollably to the point where tears start to roll down her face.

You: So how'd your night with Hayley go?

Friend: Not so good, man...

You: Oh, sorry to hear that, what happened?

Friend: Well, let's put it this way. As soon as we started to get it on back at my place, she sad clowned.

When you are ready to cum after a blowjob, come into each eye of your lover, making him or her tear up and have cum dribble down their eyes. Then punch them in the nose, making a red bloody nose, resembling a sad clown.

I busted Betty cheating on me, So before I dumped her bitch ass, I made her a sad clown.